Thinking about working remotely from warm countries, but don't know where to start?
I perfectly understand your concerns. I was in this place myself two years ago, having never traveled alone before. Since then I left alone and worked remotely from Tenerife, Madeira and then went on a 5 month backpacking trip around Asia. However, it all started with small steps that I had to take, because the fear of traveling alone was eating me up from the inside.
I love Tenerife with all my heart because it allowed me to open myself to the unknown with curiosity. It was my first remote work destination, which allowed me to gain experience with solo traveling and I finally went to Asia, making my biggest dream come true.
However, I know how hard it is to overcome fears and that sometimes it is better to start with smaller steps so as not to throw yourself into deep water right away.